
Holiday rentals with a pool in San Diego County
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Top-rated rentals with a pool in San Diego County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Hilltop cabin retreat with lake & mountain views
Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

Private 1 BR Paradise retreat
Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

Secluded Casita in Wine Region
The Casita is a separate building next to our home. Its unique design with saltilo tile and natural stone kitchen gives it lots of character. You will enjoy a private bedroom and separate living space. Close to Orfila winery, and San Diego's incredible wine region. You will have a private patio with access from french doors in your unit. There is a bbq and pool in our shared back yard space, available for our guests only, upon request. This space is not offered for parties, or gatherings, sorry.

Couples Retreat Beachside Studio, King Bed
Take a walk on the beach in the morning, play in the sand all day, and then jump into the pool before dinner and relax on the balcony at sunset. Our studio has all the amenities you'd need to feel right at home. The property has a large gym with saunas, 2 salt water pools and hot tubs, a ping pong table, and beach access. We have a fully equipped kitchen to make a beautiful meal or BBQ down near the pool, even order take out from one of the many highly rated restaurants near by for a picnic.

Wine Country Retreat - Tranquility Hottub/Views
Our famed Wine Country Retreat is back online! (LTR for the last year) Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Right in the heart of San Diego Wine Country, it’s a rather well appointed place situated on 10 private acres that overlooks expansive green space. With few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep til Noon!

French Garden Poolside Retreat -Wine & Safari Park
175 Perfect 5.0 Reviews – Amazing views, peaceful and beautiful guest suite on a French estate in San Diego Wine Country close to the Wild Animal Park. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of the vinyards/mountains situated on the golf course with full access to the pool, spa, covered parking, EV chg. and private European garden park. Beautiful luxury guest apartment with a kitchen, sitting room, bathroom, steam shower/sauna and bedroom.

Casa De Colores
Need some color in you life? Come stay in our one of a kind home- groovy wall mural, bright decor, rainbow speckled floors. Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture Our property also offers the ultimate in convenience: - Acclaimed restaurants and cafes are just minutes away - Close to the Airport, Zoo, Balboa Park, and Downtown - Close to many world-class beaches

Oceanside California Vacation Rental
Oceanside, California's Top Vacation Rental Location. North Coast Village is a beautiful BEACHFRONT complex located next door to the Oceanside Harbor, with quaint Cape Cod-style shops and a variety of restaurants. Activities available at the harbor include boat and jet-ski rental, sailing lessons, whale-watching tours, deep-sea fishing adventures, and more. Short walk to the Pier and a variety of shops and restaurants. You will never be bored in Oceanside. Managed by BrooksBeachVacations

Upscale condo with Rooftop Deck & Ocean View!
Our upscale unit is a 3rd floor 'penthouse' in the "A" building on the south side of North Coast Village. It has a fantastic view of the surf, sand and the Oceanside Pier from your large dedicated rooftop balcony! There's a beautiful, fully upgraded kitchen, a king in the master and a queen sleeper sofa in the LR. Upstairs is a large & open loft bedroom with a queen Murphy bed, a breakfast nook and a 75” TV. And did we mention your new happy place, that fabulous rooftop deck?

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is your perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Tranquil Poolside Studio
Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.

Lux Casita with Pickleball & Resort Amenities
Escape to this inviting Casita, where bright white walls and French doors fill each room with light and warmth. Thoughtfully furnished and full of charm, it offers a serene retreat with private resort-style amenities, including a tennis court, pool, and lush gardens. Step outside to hiking and biking trails, then return to cozy comfort. An optional second suite provides extra space for a relaxed, luxurious stay.
Popular amenities for San Diego County rentals with a pool
House rentals with a pool

Casa Bahia Beautiful San Diego Home with Pool

Surf Cottage w/Pool & Firepit 10min from the beach

Luxury North Park Home I Near Dining, Shops + Zoo

Lionhead - Private Boutique Home

Bright and spacious home with views, pool & spa.

Secluded View Home •Saltwater Pool&Spa •Sleeps 10

Kids Love Us! Legoland Home With A Pool

Mid-Century Modern and Contemporary House
Apartment rentals with a pool

Ocean view, recent upgrades, 2 story condo!

Ocean front condo heart of pacific beach

Beachfront 1BR Condo | Pool | Hot Tub | Sleep 4

Beach condo feels like tropical cottage getaway!

FABULOUS White Water Ocean & Pier View Condo!

Centrally located n UCSD/ utc-laJolla

Enchanted Ocean Sunsets

✻Beautiful & Spacious Oside Oasis Family Retreat✻
Home rentals with a private pool

The Lightkeeper by Coastline Vacation Rentals

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

Beach Apartment near Oceanside Pier
Amazing Views with Heated Pool and Jacuzzi Near Beach
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